Synthesis of a (thienylethenyl)benzimidazole platinum acetylide complex

A new platinum acetylide complex based on 6-dialkylaminobenzimidazol-2-yl-vinyl-2-thiophene-5-ylethyne was synthesized in seven steps and 2% overall yield.     

Utilization of the hydroxyalkylation reaction to prepare bis(benzocrown ethers)

The hydroxyalkylation reaction has been used to condense benzocrown ethers with various aldehydes and ketones. The condensation reactions are catalyzed by triflic or sulfuric acid. The products from the reactions are bis(benzocrown ethers) and they are formed in good yields (42-98%, 13 examples).     

Enantioselective synthesis of C2-functionalized, N-protected morpholines and orthogonally N,N'-protected piperazines via organocatalysis

In this Letter, we describe a novel three-step, one-pot procedure for the enantioselective synthesis of N-benzyl protected morpholines and orthogonally N,N'-protected piperazines with chiral alkyl groups installed at the C2 position of each heterocyclic core via organocatalysis. This methodology allows for the rapid preparation of functionalized morpholines and piperazines that are not readily accessible through any other chemistry in good to excellent % ee (55-98% ee).     

Novel Copolymers of Styrene and Alkyl and Alkoxy Ring‐Trisubstituted Methyl 2‐Cyano‐3‐phenyl‐2‐propenoates

Electrophilic trisubstituted ethylene monomers, akyl and alkoxy ring‐trisubstituted methyl 2‐cyano‐3‐phenyl‐2‐propenoates, RC₆H₂CH[dbnd]C(CN)CO₂CH_3, (where R is 2,3‐dimethyl‐4‐methoxy, 2,5‐dimethyl‐4‐methoxy‐, 2,3,4‐trimethoxy‐, 2,4,5‐trimethoxy, 2,4,6‐trimethoxy, and 2,4‐dimethoxy‐3‐methyl), were synthesized by the piperidine catalyzed Knoevenagel condensation of ring‐substituted benzaldehydes and methyl cyanoacetate, and characterized by CHN elemental analysis, IR, ¹H‐ and ¹³C‐NMR. Novel copolymers of the ethylenes and styrene were prepared at equimolar monomer feed composition by solution copolymerization in the presence of a radical initiator (AIBN) at 70°C. The composition of the copolymers was calculated from nitrogen analysis, and the structures were analyzed by IR, ¹H and ¹³C NMR, GPC, DSC, and TGA. High T_g of the copolymers in comparison with that of polystyrene indicates a substantial decrease in chain mobility of the copolymer due to the high dipolar character of the trisubstituted ethylene monomer unit. The gravimetric analysis indicated that the copolymers decompose in the 283–306°C range.     

Safer Conditions for the Curtius Rearrangement of 1,3,5‐Benzenetricarboxylic Acid

A rapid method to prepare 1,3,5‐triaminobenzene and its derivatives is the tris‐Curtius rearrangment of 1,3,5‐benzenetricarboxylic acid. The hazards associated with the acyl azide route are minimized by using 1,2‐dichloroethane as solvent. A second method that avoids acyl azide preparation uses diphenylphosphoryl azide to yield the tricarbamate in one step.